Alkene aminooxygenation reactions provide vicinal amino alcohol derivatives, moieties that frequently appear in catalysts, drugs, and other valuable molecules. This Chapter reviews transition-metal-catalyzed aminooxygenations of alkenes and aims to serve as a guide in the selection of appropriate reagents and procedures for specific substrate classes and desired transformations.
Inter- and intramolecular aminooxygenation reactions catalyzed by osmium, palladium, platinum, gold, copper, iron, iridium, rhodium, ruthenium, and manganese are presented, as is a discussion of the factors involved in reactivity and selectivity. A brief section on non-metal catalyzed alkene aminohydroxylation is also included. A complete set of alkene aminooxygenation reactions through mid-2020 is provided in the Tabular Survey.